"I knew it would actually kind of benefit me emotionally, just as a human being,” Aniston said of working on the 2006 comedy

Her support system to this day includes some of the era’s biggest tabloid targets such as Sandra Bullock and Pitt’s other ex, Gwyneth Paltrow. Pitt, meanwhile, should be afraid of the gossip they exchange when they’re together. “How can we not?” Aniston says. “We’re girls.”